“If I don’t have sex every day, I get a headache,” John F. Kennedy would remark to anyone who would listen, from British Prime Minister Harold Macmillan to a lowly senatorial aide.

Even in the pantheon of sexual narcissists drawn to politics, Kennedy’s obsessive conquesting remains the gold standard for bad behavior. Here, a gallery of some (but almost certainly not all) of his most notable trysts.

Share this:

Marlene Dietrich, Actress

The German actress, a longtime friend and lover of JFK’s father, Joe, accepted an invitation from the president to have drinks at the White House in September of 1963 — when Dietrich, then aged 60, was putting on a one-woman show in Washington. JFK, 20 years her junior, made what she referred to as “a clumsy pass” at her in a bedroom near the West Sitting Room. Her performance was in a half-hour. “That doesn’t give us much time, does it?” Kennedy replied.

She later told friend Gore Vidal that her initial reaction of, “You know, Mr. President, I am not very young” eventually became, “Don’t muss my hair. I’m performing.” It was over in 20 minutes, and when JFK started to fall asleep, Dietrich shook him awake because she didn’t know how to get out of the White House.

Afterward, the president allegedly asked her if she’d slept with his father, and when she lied “no,” responded “I always knew the son of a bitch was lying,” according to Vanity Fair.

Share this:

Mimi Alford, White House Intern

A few days after 19-year-old Mimi Alford started her internship in the White House press office, she met JFK while taking a midday dip in the White House pool. He swam up and introduced himself and later that day sent word that she was invited to after-work drinks. JFK offered to give her a private tour of the house, which culminated in his seducing her in, ironically, what he referred to as “Mrs. Kennedy’s room.” In her memoir, she writes that she was “in shock” after the encounter, which was her first time. “He, on the other hand, was matter-of-fact and acted as if what had just occurred was the most natural thing in the world.” It was the start of an 18-month affair, in which she never called him “Jack,” only “Mr. President.” In her memoir, Alford writes that JFK dared her, successfully, into giving oral sex to an aide in the pool.

Share this:

Marilyn Monroe, Actress

Monroe first met the president in February of 1962, when she was invited to a New York dinner party in his honor where he greeted her with with, “Finally! You’re here.” He got her number before she left and invited her to Palm Springs the next month, where, he added, his wife would not be joining him. They spent a weekend shacked up at Bing Crosby’s house in the desert town, which, according to various sources, was the extent of the affair. Monroe, however, desperately wanted more and saw herself as Second First Lady material, even calling Jackie and telling her about the affair, according to “These Few Precious Days: The Final Year of Jack with Jackie.” Jackie, no stranger to her husband’s infidelities, responded (we assume sarcastically), “Marilyn, you’ll marry Jack, that’s great . . . and you’ll move into the White House and you’ll assume the responsibilities of first lady, and I’ll move out and you’ll have all the problems.”

Share this:

Judith Campbell Exner, Mafia Moll

Frank Sinatra was the one who introduced JFK to his conquest Judith Campbell Exner, a California girl and ex of Sinatra’s who would go on to become the mistress of mob boss Sam Giancana. The president met Exner in 1960 at the Sands Hotel in Las Vegas, where Sinatra was performing; she wrote in her memoir that he paid attention only to her. “It was as if every nerve and muscle in his whole body was poised at attention. As I was to learn, Jack Kennedy was the world’s greatest listener.” According to investigative reporter Seymour Hersh, Exner ferried envelopes from JFK to the mob, alleged payoffs or instructions for vote-buying in elections and plans to kill Fidel Castro. “Jack never in a million years thought he was doing anything that would hurt me, but that’s the way he conducted himself; the Kennedys have their own set of rules,” she said. “Jack was reckless, so reckless.” Exner also claimed she aborted JFK’s child.

Share this:

Angie Dickinson, Actress

Of all Kennedy’s conquests, Dickinson has been perhaps the most close-mouthed about rumors of an affair. Introduced to the future president by Frank Sinatra, at a party given by Kennedy’s sister Pat in Santa Monica before the 1960 Democratic convention, Dickinson was thereafter motivated to join in the presidential campaign. The night before his inauguration, she attended a dinner for the president-elect, hosted by Sinatra, and flirted with JFK — but has never admitted to anything more untoward.

Share this:

Ellen Rometsch, German Prostitute

The 27-year-old from East Germany was “an Elizabeth Taylor lookalike,” sources said, and had been a budding communist there before fleeing to the US. She ended up in a call-girl ring called the Quorum Club, located in a three-room suite at the Carroll Arms Hotel, just across the street from the new Senate Office Building. She attended naked pool parties at the White House in the spring of 1963 and on more than one occasion came to the residence explicitly to have sex with the president. In August of that year, Bobby Kennedy reportedly arranged for her to be deported, fearing what might leak to the press in advance of JFK’s upcoming campaign for re-election.

Share this:

Mary Pinchot Meyer, Socialite

Meyer was a longtime friend of the president who first met him at a prep-school dance in 1938, according to biographer Peter Janney. She married (and would eventually divorce) a CIA agent and had a sister who was married to Washington Post editor Ben Bradlee; both ties put her in Kennedy’s social circle in DC. She visited him frequently at the White House and was known to be one of his mistresses, according to another biographer, Nina Burleigh. She was also a vocal pacifist as well as a friend of Harvard LSD guru Timothy Leary; these facts were instrumental in a conspiracy theory about her death having been ordered by officials who didn’t want the president influenced by her views: Meyer was shot execution-style in October 1964, while walking in Georgetown. The crime is still unsolved.

Share this:

Blaze Starr, Stripper

The famed burlesque dancer met JFK in 1954, when he was a congressman who paid visits to her Maryland strip club, Crossroads. On a 1989 publicity tour for the movie “Blaze,” she described JFK’s sexual performance as “very quick and very wild,” and generously added that “he knew exactly what he was doin’ with girls, so it didn’t take him long. No, that bad back didn’t faze him.” She eventually was invited to the White House, in 1962, but said their impending roll in the hay was interrupted by the drama of the Cuban Missile Crisis: “My one big chance for the Lincoln Room, and I didn’t get it.”

Share this:

Pamela Turnure, Jackie's Press Secretary

Not even the first lady’s staff was immune from the roving eye of the president — and Turnure, a Georgetown girl who was said to resemble Jackie, reportedly trysted with him from 1961 to 1963, beginning when she was 21. Originally the president’s secretary when he was a senator, Turnure got the White House gig thanks to JFK, who lobbied his wife to hire her. When Jackie was gone, Turnure would reportedly spend nights with the president.

Share this:

Gunilla Von Post, Swedish Socialite

The young Swede was 21 when she met the 36-year-old JFK on the French Riviera, where they spent a flirty evening during which, she wrote in her memoir in 1997, “He turned and kissed me tenderly and my breath was taken away. The brightness of the moon and stars made his eyes appear bluer than the ocean beneath us.” He then told her he was going to be married shortly — in three weeks, it turned out — but the two kept in touch and two years later the president managed to meet up with von Post again, this time ending up in bed with her. “I was relatively inexperienced, and Jack’s tenderness was a revelation. He said, ‘Gunilla, we’ve waited two years for this. It seems almost too good to be true, and I want to make you happy.’ ” In her book, she alleged that JFK called his father and told him he wanted to divorce Jackie and marry Gunilla, only to be told he’d destroy his political career by doing so. It ended at that one night.

Share this:

Gene Tierney, Actress

Hollywood beauty Tierney was temporarily separated from her husband, designer Oleg Cassini, when she met the young JFK in 1948, when he was visiting the set of a film. They got involved for a short time, but he reportedly told her during a vacation on Cape Cod that he was too ambitious to marry an actress (not to mention a non-Catholic), and she got back together with her husband. But her rejection sting might have lingered: Years later, she told a reporter that she’d voted for Nixon in 1962.

Fiddle and Faddle, White House Secretaries

Priscilla Wear and Jill Cowen were known by smirky security code names, “Fiddle and Faddle” respectively. The two women were known more for their closeness with the president than their heavy lifting as employees: “Neither did much work,” a former Secret Service agent told author Ronald Kessler. Both reportedly left work frequently to skinny-dip in the pool with JFK and would go back to their stations with wet hair, according to an Atlantic article by Caitlin Flanagan, who says the women also accompanied him on “business trips” to locales including Berlin, Rome, Ireland, Costa Rica, Mexico and Nassau. Jackie was not in the dark about any of this, Flanagan says: She once gave a tour of the White House to a Paris Match reporter and, when passing Wear’s desk, remarked in French, “This is the girl who supposedly is sleeping with my husband.”